[8] Charlton 1-0 Leyton Orient [13] 2023-08-05 14:00
Stadium: The Valley Round: 1
Referee: Andrew Kitchen Home Manager: Dean Holden Away Manager: Richie Wellens
Head to Head
| Club Friendly List | 2023/07/14 09:00 | Charlton v Leyton Orient | D | 1-1 |
| England EFL Trophy | 2021/11/09 19:00 | Leyton Orient v Charlton | L | 1-0 |
| England EFL Trophy | 2020/11/10 19:00 | Charlton v Leyton Orient | W | 3-1 |
Home History
| Club Friendly List | 2023/07/29 12:00 | Charlton v Aberdeen | L | 2-3 |
| Club Friendly List | 2023/07/25 18:45 | Millwall v Charlton | D | 2-2 |
| Club Friendly List | 2023/07/22 14:00 | Wealdstone v Charlton | W | 0-5 |
| Club Friendly List | 2023/07/18 18:30 | Gillingham v Charlton | W | 1-3 |
| Club Friendly List | 2023/07/14 09:00 | Charlton v Leyton Orient | D | 1-1 |
| Club Friendly List | 2023/07/08 14:00 | Dartford v Charlton | W | 1-2 |
| Club Friendly List | 2023/07/01 14:15 | Welling v Charlton | W | 0-4 |
| England League 1 | 2023/05/07 11:00 | Cheltenham v Charlton | D | 2-2 |
Away History
| Club Friendly List | 2023/08/01 18:45 | Bishop's Stortford v Leyton Orient | L | 1-0 |
| Club Friendly List | 2023/07/29 14:00 | Colchester v Leyton Orient | L | 2-1 |
| Club Friendly List | 2023/07/25 18:45 | Dag & Red v Leyton Orient | D | 1-1 |
| Club Friendly List | 2023/07/19 18:45 | Ebbsfleet United v Leyton Orient | L | 3-2 |
| Club Friendly List | 2023/07/19 18:45 | Chelmsford v Leyton Orient | L | 2-0 |
| Club Friendly List | 2023/07/14 09:00 | Charlton v Leyton Orient | D | 1-1 |
| Club Friendly List | 2023/07/07 18:45 | Billericay Town v Leyton Orient | D | 0-0 |
| England League 2 | 2023/05/08 11:30 | Bradford v Leyton Orient | D | 1-1 |